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Tetravinylallene

delete2019-08-30
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PRE
AI
C
Cecile Elgindy
J
Jas S. Ward
M
Michael S. Sherburn *
DOI:10.1002/anie.201908496delete
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摘要

摘要

En 中文
The first chemical synthesis of tetravinylallene (3,5-divinylhepta-1,3,4,6-tetraene) is reported. The final, key step of the synthesis involves a palladium-catalyzed, Negishi-type cross-coupling involving 1,5-transposition of a penta-2-en-4-yn-1-ol methanesulfonate. The unprecedented fundamental hydrocarbon is sufficiently stable to be purified by flash chromatography. A similar synthetic pathway grants access to the first substituted tetravinylallenes, which provide insights into the influence of substitution upon stability and reactivity. Tetravinylallenes are shown to break new ground in swift structural complexity creation, with three novel sequences reported.
Keyword:
allenes
cross-coupling
domino reactions
hydrocarbons
polyenes
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期刊

Angewandte Chemie-International Edition 封面图
Angewandte Chemie-International Edition
IF:
16.9
论文数:
5.7W
被引数:
53.0W

机构

A
Australian National University
学者数:
2.1W
论文数: 2.3W
被引数: 3.9W
引用论文

引用论文

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PREAI
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1,1-Divinylallene
err2011-09-14
err26
PREAI
errCergol, Katie M.; Newton, Christopher G.; Lawrence, Andrew L.; Willis, Anthony C.; Paddon-Row, Michael N.; Sherburn, Michael S.
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Tetravinylethylene**
err2014-04-23
err15
errOAAI
errLindeboom, Erik J.; Willis, Anthony C.; Paddon-Row, Michael N.; Sherburn, Michael S.
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